6-Carboxy-X-rhodamine - ≥95% , CAS No.194785-18-7

CAS: 194785-18-7 Cat. No.: R131169 Molecular Weight: 534.60 EC Number: 634-971-2 PubChem CID: 2762612

GRADE & PURITY ≥95%

Synonyms

9-(2,5-Dicarboxyphenyl)-2,3,6,7,12,13,16,17-octahydro-1H,5H,11H,15H-xantheno[2,3,4-ij:5,6,7-i'j']diquinolizin-18-ium inner salt | AM84666 | HY-D0053 | PD063596 | AS-57623 | AKOS015909470 | 1H,5H,11H,15H-Xantheno[2,3,4-ij:5,6,7-i'j']diquinolizin-18-ium,9-(

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

6-ROX is a fluorescent oligonucleotide marker, acts as an acceptor molecule coupled to 5-FAM as the donor in FRET imaging
It is a pure-6 isomer that is a derivative of carboxy-X-rhodamine and is widely used for oligonucleotide labeling and automated DNA sequencing applications.

Specifications

Synonyms

9-(2, 5-Dicarboxyphenyl)-2, 3, 6, 7, 12, 13, 16, 17-octahydro-1H, 5H, 11H, 15H-xantheno[2, 3, 4-ij:5, 6, 7-i'j']diquinolizin-18-ium inner salt | AM84666 | HY-D0053 | PD063596 | AS-57623 | AKOS015909470 | 1H, 5H, 11H, 15H-Xantheno[2, 3, 4-ij:5, 6, 7-i'j']diquinolizin-18-ium, 9-(

Specifications & Purity

≥95%

Biochemical and Physiological Mechanisms

Fluorescent oligonucleotide marker. 5-ROX isomer. Acts as an acceptor molecule coupled to 5-FAM as the donor in FRET imaging.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥95%

Names and Identifiers

• Pubchem Sid: 504761673
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504761673
• Canonical Smiles: C1CC2=CC3=C(C4=C2N(C1)CCC4)OC5=C6CCC[N+]7=C6C(=CC5=C3C8=C(C=CC(=C8)C(=O)[O-])C(=O)O)CCC7
• IUPAC Name: 4-carboxy-3-(3-oxa-23-aza-9-azoniaheptacyclo[17.7.1.15,9.02,17.04,15.023,27.013,28]octacosa-1(27),2(17),4,9(28),13,15,18-heptaen-16-yl)benzoate
• InChIKey: WQZIDRAQTRIQDX-UHFFFAOYSA-N
• INCHI: 1S/C33H30N2O5/c36-32(37)20-9-10-21(33(38)39)24(17-20)27-25-15-18-5-1-11-34-13-3-7-22(28(18)34)30(25)40-31-23-8-4-14-35-12-2-6-19(29(23)35)16-26(27)31/h9-10,15-17H,1-8,11-14H2,(H-,36,37,38,39)
• Isomeric SMILES: C1CC2=CC3=C(C4=C2N(C1)CCC4)OC5=C6CCC[N+]7=C6C(=CC5=C3C8=C(C=CC(=C8)C(=O)[O-])C(=O)O)CCC7
• WGK Germany: 3
• PubChem CID: 2762612
• Molecular Weight: 534.60

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzopyrans
      • Subclass 1-benzopyrans
        • Level5 Dibenzopyrans
          • Level6 Xanthenes

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzopyrans
• Subclass: 1-benzopyrans
• Intermediate Tree Nodes: Dibenzopyrans
• Direct Parent: Xanthenes
• Alternative Parents: P-phthalic acid and derivatives Diarylethers Hydroquinolines Benzoic acids Benzoyl derivatives Dialkylarylamines Aralkylamines Dicarboxylic acids and derivatives Amino acids Carboxylic acid salts Carboxylic acids Azacyclic compounds Oxacyclic compounds Organic oxides Organic salts Organic zwitterions Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Xanthene - Para_phthalic_acid - Diaryl ether - Tetrahydroquinoline - Benzoic acid or derivatives - Benzoic acid - Benzoyl - Tertiary aliphatic/aromatic amine - Dialkylarylamine - Aralkylamine - Monocyclic benzene moiety - Benzenoid - Dicarboxylic acid or derivatives - Carboxylic acid salt - Tertiary amine - Amino acid or derivatives - Amino acid - Oxacycle - Azacycle - Carboxylic acid derivative - Carboxylic acid - Ether - Organopnictogen compound - Organic salt - Organic zwitterion - Amine - Organic oxygen compound - Hydrocarbon derivative - Organic nitrogen compound - Organic oxide - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in DMSO.
• Sensitivity: light sensitive
• Molecular Weight: 534.600 g/mol
• XLogP3: 4.400
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 534.215 Da
• Monoisotopic Mass: 534.215 Da
• Topological Polar Surface Area: 92.900 Ų
• Heavy Atom Count: 40
• Formal Charge: 0
• Complexity: 1200.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Qiang Chen, Lili Zheng, Xiaoqin Deng, Menghan Zhang, Wendi Han, Zhengjun Huang, Chenfang Miao, Shaohuang Weng.  (2023)  A fluorescence biosensor for tyrosinase activity analysis based on silicon-doped carbon quantum dots.  CHEMICAL & PHARMACEUTICAL BULLETIN,      [PMID:37704432] [10.1248/cpb.c23-00410]